5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol

Base Information

• Chemical Name: 5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol
• CAS No.: 431039-52-0
• Molecular Formula: C₂₁H₁₉BrO₃
• Molecular Weight: 399.284
• DSSTox Substance ID: DTXSID00697772
• Mol file: 431039-52-0.mol

Synonyms:431039-52-0;5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol;5-bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)-phenylmethyl]phenol;DTXSID00697772

Chemical Property of 5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 398.05176
• Heavy Atom Count: 25
• Complexity: 523

Purity/Quality:

98%min ^*data from raw suppliers

4-BROMO-4',4''-DIMETHOXYTRITYL ALCOHOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1(C=CC(=C(C2=CC=CC=C2)C3=C(C=C(C=C3)Br)O)C=C1)OC

Technology Process of 5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol

There total 4 articles about 5-Bromo-2-[(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)(phenyl)methyl]phenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

1-bromo-4-methoxy-benzene (104-92-7) + Ethyl 4-bromobenzoate (5798-75-4) → (4-bromophenyl)bis(4'-methoxyphenyl)methanol (431039-52-0)

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran; for 1h; Heating;

Ethyl 4-bromobenzoate; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.tet.2008.06.034

Reference yield: 72.0%

1-bromo-4-methoxy-benzene (104-92-7) + 4-methoxycarbonylphenyl bromide (619-42-1) → (4-bromophenyl)bis(4'-methoxyphenyl)methanol (431039-52-0)

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In diethyl ether; at 40 ℃; for 12h;

4-methoxycarbonylphenyl bromide; In diethyl ether; at 40 ℃; for 18h;

DOI:10.1002/1521-3773(20020118)41

Reference yield: 62.0%

4-methoxycarbonylphenyl bromide (619-42-1) + 4-methoxyphenyl magnesium bromide (13139-86-1) → (4-bromophenyl)bis(4'-methoxyphenyl)methanol (431039-52-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1002/ejoc.201500657

upstream raw materials:

1-bromo-4-methoxy-benzene

4-methoxycarbonylphenyl bromide

Ethyl 4-bromobenzoate

4-Bromobenzoic acid

Downstream raw materials:

tris(4-methoxyphenyl)(4-bromophenyl)methane

1,4-bis(1'-ethynyl-4'-(bis(4''-methoxyphenyl)(4'''-hydroxyphenyl)methyl))benzene

C₄₆H₆₁BrO₁₂

C₂₅H₁₉BrO₃

Refernces

• 1、 Plietzsch, Oliver,Schade, Alexandra,Hafner, Andreas,Huuskonen, Juhani,Rissanen, Kari,Nieger, Martin,Muller, Thierry,Braese, Stefan. "Synthesis and topological determination of hexakis-substituted 1,4-ditritylbenzene and nonakis-substituted 1,3,5-tritritylbenzene derivatives: Building blocks for higher supramolecular assemblies". supporting information. p. 283 - 299. Retrieved 2013/02/25.
• 2、 Tanatani, Aya,Hughes, Thomas S.,Moore, Jeffrey S.. "Foldamers as dynamic receptors: Probing the mechanism of molecular association between helical oligomers and rodlike ligands". . p. 325 - 328. Retrieved 2007/10/03.